Isocyanate mixture and its use as binder in one-component lacquers

• US 4,292,350 A
• Filed: 10/12/1979
• Issued: 09/29/1981
• Est. Priority Date: 10/19/1978
• Status: Expired due to Term

• Current Assignee: Bayer AG
• Original Assignee: Bayer AG
• Inventors: Pedain, Josef, Kubitza, Werner, Mennicken, Gerhard
• Primary Examiner(s): Schofer, Joseph L.
• Assistant Examiner(s): Kulkosky, Peter F.
• Application Number:
  US06/084,021
• Time in Patent Office: 718 Days
• Field of Search: 260/31.2 N, 525/127, 528/67
• US Class Current: 427/385.5
• CPC Class Codes: C07D 251/34 Cyanuric or isocyanuric esters
• CPC Class Codes: C08G 18/721 Two or more polyisocyanates not provided for in one single group C08G18/73 - C08G18/80
• CPC Class Codes: C08G 18/8064 with monohydroxy compounds

Abstract

Isocyanate mixtures which are stable in the absence of moisture, and are curable by atmospheric moisture and which have low viscosities are obtained by mixing polyisocyanates containing biuret, allophanate or urethane bonds and functionalities in excess of 2 with monoisocyanates. These mixtures are used to coat substrates and the exposure of the coated substrates to atmospheric moisture results in cured coatings.

Claims

1. An isocyanate mixture suitable for use as a binder for one-component lacquers, which mixture is stable in storage in the absence of moisture and is cross-linked by moisture with the formation of urea groups and has a solvent-free viscosity measured in a DIN cup 4 according to DIN 53 211 of from about 30 to 200 seconds and contains a maximum of about 0.7% by weight of

readily volatile organic diisocyanates, comprising a mixture of:

(a) at least one lacquer polyisocyanate containing biuret, urethane and/or isocyanurate groups and having an average isocyanate functionality greater than 2 and an isocyanate content of from about 13 to 30% by weight and

(b) at least one monoisocyanate corresponding to the following general formula;

space="preserve" listing-type="equation">R.sub.1 --O--CO--NH--R.sub.2 --NCO

wherein

R₁ represents a hydrocarbon group having from 1 to 18 carbon atoms optionally interrupted by ether bridges and

R₂ represents a group such as is obtained by removal of the isocyanate groups from an aliphatic, cycloaliphatic, araliphatic or aromatic diisocyanate having a molecular weight of from about 140 to 300,

the proportion by weight of component (a) to component (b) being from about 2;

1 to 5;

1, and the average isocyanate functionality of the mixture being greater than about 1.8.

3. The isocyanate mixture of claim 1 wherein the polyisocyanate is an adduct of hexamethylene diisocyanate.

4. The isocyanate mixture of claim 1 wherein the monoisocyanate is an adduct of hexamethylene diisocyanate or toluene diisocyanate.

5. In a process for the preparation of one-component lacquers which can be hardened by the action of moisture, the improvement comprising using the isocyanate mixture of claim 1 as a binder.

2. A process of coating a substrate comprising

(1) applying a lacquer composition containing as a binder an isocyanate mixture having an isocyanate functionality greater than 1.8, a solvent-free viscosity of between about 30 and 200 seconds in a DIN cup 4 according to DIN 53 211 and a volatile diisocyanate content of less than about 0.7 wt % to said substrate, said mixture comprised of

(a) an organic polyisocyanate having an average isocyanate functionality greater than 2, containing urethane, biuret and/or isocyanurate groups and having an isocyanate content of between about 13 and 30 wt %, and

(b) a monoisocyanate of the general formula:

space="preserve" listing-type="equation">R.sub.1 --O--CO--NH--R.sub.2 --NCO

wherein

R₁ represents a hydrocarbon group having 1 to 18 carbon atoms and optionally interrupted by ether bridges, and

R₂ represents the isocyanate free residue of an aliphatic, cycloaliphatic, araliphatic or aromatic diisocyanate having a molecular weight of between about 140 and 300,

said components mixed in a ratio of a;

b of from about 2;

1 to 5;

1,

(2) exposing said substrate to atmospheric moisture for a sufficient time to cause the isocyanate groups of said mixture to react with the moisture and form a cured coating.

6. An isocyanate mixture suitable for use as a binder for one-component lacquers, which mixture is stable in storage in the absence of moisture and is cross-linked by moisture with the formation of urea groups and has a solvent-free viscosity measured in a DIN cup 4 according to DIN 53 211 of from about 30 to 200 seconds and contains a maximum of about 0.7% by weight of readily volatile organic diisocyanates, consisting essentially of a mixture of:

(a) at least one lacquer polyisocyanate containing biuret, urethane and/or isocyanurate groups and having an average isocyanate functionality greater than 2 and an isocyanate content of from about 13 to 30% by weight and

(b) at least one monoisocyanate corresponding to the following general formula;

space="preserve" listing-type="equation">R.sub.1 --O--CO--NH--R.sub.2 --NCO

wherein

R₁ represents a hydrocarbon group having from 1 to 18 carbon atoms optionally interrupted by ether bridges and

R₂ represents a group such as is obtained by removal of the isocyanate groups from an aliphatic, cycloaliphatic, araliphatic or aromatic diisocyanate having a molecular weight of from about 140 to 300,

the proportion by weight of component (a) to component (b) being from about 2;

1 to 5;

1 and the average isocyanate functionality of the mixture being greater than about 1.8.

7. A process of coating a substrate comprising

(1) applying a lacquer composition containing as a binder an isocyanate mixture having an isocyanate functionality greater than 1.8, a solvent-free viscosity of between about 30 and 200 seconds in a DIN cup 4 according to DIN 53 211 and a volatile diisocyanate content of less than about 0.7 wt.% to said substrate, said mixture consisting essentially of

(a) an organic polyisocyanate having an average isocyanate functionality greater than 2, containing urethane, biuret and/or isocyanurate groups having an isocyanate content of between about 13 and 30 wt.%, and

(b) a monoisocyanate of the general formula